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2,3-diphenylimidazo[1,2-a]pyridine is a chemical compound characterized by the fusion of an imidazole and a pyridine ring, featuring two phenyl groups attached at the 2nd and 3rd positions. This unique structure endows it with a range of biological activities, positioning it as a significant molecule in medicinal chemistry for drug development.

85102-26-7

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85102-26-7 Usage

Uses

Used in Pharmaceutical Research:
2,3-diphenylimidazo[1,2-a]pyridine is utilized as a lead compound for the development of new drugs, leveraging its potential anti-cancer and anti-tumor properties. It is recognized for its ability to inhibit the proliferation of cancer cells and to induce apoptosis in cancerous tissues, making it a promising candidate for cancer therapy.
Used in Anti-inflammatory Applications:
2,3-diphenylimidazo[1,2-a]pyridine is employed as an anti-inflammatory agent due to its potential to modulate inflammatory responses, which could be beneficial in treating various inflammatory conditions.
Used in Antimicrobial Applications:
2,3-diphenylimidazo[1,2-a]pyridine is also used as an antimicrobial agent, given its capacity to combat microbial infections, which is crucial in the development of new antibiotics to address the growing issue of antibiotic resistance.

Check Digit Verification of cas no

The CAS Registry Mumber 85102-26-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,5,1,0 and 2 respectively; the second part has 2 digits, 2 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 85102-26:
(7*8)+(6*5)+(5*1)+(4*0)+(3*2)+(2*2)+(1*6)=107
107 % 10 = 7
So 85102-26-7 is a valid CAS Registry Number.

85102-26-7Downstream Products

85102-26-7Relevant academic research and scientific papers

A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization

Feng, Lei,Li, Shichen,Ma, Chen,Wang, Xinfeng,Wang, Yishou,Yao, Yiming

, p. 5919 - 5927 (2022/03/31)

I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.

Molecular iodine enabled generation of iminyl radicals from oximes: A facile route to imidazo[1,2-a]pyridines and its regioselective C-3 sulfenylated products from simple pyridines

Singh, Deepak,Chowdhury, Soumyadeep Roy,Pramanik, Shyamal,Maity, Soumitra

, (2021/04/22)

An iodine promoted simple and environment friendly protocol has been developed to access imidazo[1,2-a]pyridines from unfunctionalized pyridines and oxime esters. This straightforward method efficiently converts the substrates into corresponding products affording moderate to good yields with large functional group tolerance. Additionally extensive investigation revealed that regioselective domino C-3 methyl sulfenylated imidazo[1,2-a]pyridines were also accessible first time from pyridines and oxime esters in DMSO solvent. The reaction operates through metal-free generation of iminyl radicals from easily accessible oxime esters, to build up the second heterocyclic ring on pyridines.

Trihaloisocyanuric acids in ethanol: an eco-friendly system for the regioselective halogenation of imidazo-heteroarenes

Neto, José S. S.,Balaguez, Renata A.,Franco, Marcelo S.,de Sá Machado, Victor C.,Saba, Sumbal,Rafique, Jamal,Galetto, Fábio Z.,Braga, Antonio L.

supporting information, p. 3410 - 3415 (2020/07/30)

Herein, we describe an efficient, rapid and benign protocol for the direct C(sp2)-H bond halogenation (Cl, Br, I) of 2-arylimidazo[1,2-a]pyridines using trihaloisocyanuric acids in ethanol. Furthermore, this sustainable protocol was successfull

Diversity-oriented synthesis toward aryl- And phosphoryl-functionalized imidazo[1,2-a]pyridines

Gernet, Aurelie,Sevrain, Nicolas,Volle, Jean-Noel,Ayad, Tahar,Pirat, Jean-Luc,Virieux, David

, p. 14730 - 14743 (2020/11/30)

We report herein an efficient synthesis of diversely polysubstituted imidazo[1,2-a]pyridines, a family of aza-heterocycles endowed with numerous biological properties, through a sequence involving two consecutive palladium-catalyzed cross-coupling reactions. First, we demonstrated that a Hirao coupling occurred straightforwardly in high yields at positions 3, 5, and 6 of imidazopyridine derivatives, giving access to a wide variety of substituted phosphonates, phosphinates, and phosphine oxides. In a second step, direct CH-arylation of phosphorylimidazopyridines with aryl halides was found to be effective and fully selective, leading to 3-aryl-substituted imidazopyridines in moderate to high yields depending on steric hindrance.

An insight into the novel covalent functionalization of multi-wall carbon nanotubes with pseudopeptide backbones for palladium nanoparticles immobilization: A versatile catalyst towards diverse cross-coupling reactions in bio-based solvents

Afshari, Ronak,Emad Hooshmand, Seyyed,Atharnezhad, Mojtaba,Shaabani, Ahmad

, (2019/11/26)

Materials functionalization with multicomponent reactions (MCRs) has grabbed a lot of attention nowadays due to the integration of outstanding features of MCRs with materials domains. Herein, we put the spotlight on the isocyanides and Meldrum's acid-based MCRs route for the one-pot covalent functionalization of multi-wall carbon nanotubes (MWCNTs) which led to pseudopeptide-decorated MWCNTs with the ability to immobilized palladium nanoparticles and serve as a neoteric catalytic system. Characterization of the synthesized nanocatalyst was carried out by FT-IR, 1H NMR, XRD, SEM, TEM, EDX and TGA. The catalytic activities of the nanocatalyst for diverse carbon-carbon cross-coupling reactions were examined in bio-based solvents. The results showed the catalytic performance of the nanocatalyst for the formation of Csp2-Csp2, Csp-Csp2 and Csp-Csp bonds through homocoupling and intermolecular Ullmann, C[sbnd]H arylation, Mizoroki-Heck, Sonogashira and Glaser coupling reactions with considerable improvements in the yield, reaction times, bio-based media and chemoselectivity of the procedures. Additionally, this method demonstrated a high potential for recycling of heterogeneous catalysts by maintaining their initial performances without any evidence of the Pd leaching.

Cobalt-Catalyzed Direct Arylation of Imidazo[1,2-a]pyridine with Aryl Iodides

Babar, Dattatraya A.,Rode, Haridas B.

supporting information, p. 1823 - 1827 (2020/03/23)

The Co(II)Cl2·6H2O catalyzed C–H activation/direct arylation of imidazo[1,2-a]pyridine with aryl/heteroaryl iodide is reported. The cost effective, ligand and additive free protocol using KOAc successfully afforded 3-arylimidazo[1,2-

K2S2O8-Mediated halogenation of 2-arylimidazo[1,2-a]pyridines using sodium halides as the halogen sources

Katrun, Praewpan,Kuhakarn, Chutima

, p. 989 - 993 (2019/03/11)

A convenient halogenation of 2-arylimidazo[1,2-a]pyridines using sodium chloride/bromide/iodide as the halogen sources in the presence of K2S2O8 as an easy-to-handle oxidizing agent was developed. The present work offers a

Chemodivergent synthesis of: N -(pyridin-2-yl)amides and 3-bromoimidazo[1,2- a] pyridines from α-bromoketones and 2-aminopyridines

Liu, Yanpeng,Lu, Lixue,Zhou, Haipin,Xu, Feijie,Ma, Cong,Huang, Zhangjian,Xu, Jinyi,Xu, Shengtao

, p. 34671 - 34676 (2019/11/13)

N-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. N-(Pyridin-2-yl)amides were formed in toluene via C-C bond cleavage promoted by I2/s

Rapid Construction of Fused Heteropolycyclic Aromatics via Palladium-Catalyzed Domino Arylations of Imidazopyridine Derivatives

Xue, Chenwei,Han, Jianwei,Zhao, Min,Wang, Limin

supporting information, p. 4402 - 4406 (2019/05/08)

By using diaryliodonium salts, a novel approach of a palladium-catalyzed cascade of diarylation/intramolecular dehydrogenative coupling reaction has been developed in the synthesis of phenanthro-imidazopyridine fused heteropolycycles. The method can toler

Eucalyptol: A new solvent for the synthesis of heterocycles containing oxygen, sulfur and nitrogen

Campos, Joana F.,Scherrmann, Marie-Christine,Berteina-Raboin, Sabine

supporting information, p. 1531 - 1539 (2019/03/26)

We report here the first investigation of the use of eucalyptol as a new solvent for organic transformations. Heterocycles containing oxygen, sulfur and nitrogen were chosen as targets or as starting materials for widely used palladium-catalysed cross-cou

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